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Palladium- and/or Copper-Catalyzed Cross-Coupling Reactions of Paramagnetic Vinyl Bromides and Iodides

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A series of new 3-substituted-4-iodo-(2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yl)oxidanyl compounds is synthesized to achieve NH2- and SH-specific spin labels. The new vinyl iodides are tested in Sonogashira and Buchwald–Hartwig cross-coupling reactions to produce a… Click to show full abstract

A series of new 3-substituted-4-iodo-(2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yl)oxidanyl compounds is synthesized to achieve NH2- and SH-specific spin labels. The new vinyl iodides are tested in Sonogashira and Buchwald–Hartwig cross-coupling reactions to produce a paramagnetic β-amino acid ester, pyrroline nitroxide-condensed­ heterocycles, including a paramagnetic α,α′-dipyridyl ligand and a spin-labeled sulfonamide.

Keywords: palladium copper; vinyl; cross coupling; coupling reactions; copper catalyzed

Journal Title: Synthesis
Year Published: 2017

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